반응 #323417

반응 방정식

hydrochloric acid

product

2-methyl-4-benzothiazolesulfonamide

4,6-dimethoxypyrimidin-2-ylcarbamic acid, phenyl ester

1,5-diazabicyclo[5.4.0]undec-5-ene

→

N-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-2-methyl-4-benzothiazolesulfonamide

용매

acetonitrile

water

반응 조건

후처리

1. 1
   workup.ADDITIONadded over a period of about one minute
2. 2
   여과The resulting precipitate was collected by filtration
3. 3
   세척washed well with water and ether
4. 4
   기타dried

실험 절차

A solution of 0.23 g of the product from Example 2 and 0.28 g of 4,6-dimethoxypyrimidin-2-ylcarbamic acid, phenyl ester in 5 mL of dry acetonitrile was treated at room temperature with 0.15 mL of 1,5-diazabicyclo[5.4.0]undec-5-ene (DBU), added over a period of about one minute. The reaction solution was stirred at room temperature for 1.5 hour and was then diluted with 2 mL of water and acidified by the addition of 5% aqueous hydrochloric acid. The resulting precipitate was collected by filtration, washed well with water and ether, and dried. The yield of N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-methyl-4-benzothiazolesulfonamide was 0.21 g as a white powder, m.p. 187°-194° C. NMR (CDCl3 /DMSO-d6): δ 2.7 (3H, s), 4.05 (6H, s), 5.8 (1H, s), 7.5 (1H, t, J=8 Hz), 8.15 (1H, dd, J=2,8 Hz), 8.25 (1H, dd, J=2.8 Hz), 8.7 (1H, br s), 13.3 (1H, br s); IR(KBr): 3330, 1830, 1610, 1350, 1160 cm-1.

출처